santinol A1 | 1416142-83-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: santinol A1
• 英文别名: [(2S)-2-hydroxy-3-[(Z)-2-methylbut-2-enoyl]oxypropyl] 10-methylundecanoate
• CAS: 1416142-83-0
• 化学式: C₂₀H₃₆O₅
• 分子量: 356.503
• InChiKey: HNPJJKNQIKKJJL-DHZGIHDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  santinol A1 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 、 4-二甲氨基吡啶 作用下， 以1.8 mg的产率得到
  参考文献：
  名称：

  Antimicrobial Phenolics and Unusual Glycerides from Helichrysum italicum subsp. microphyllum

  摘要：

  During a large-scale isolation campaign for the heterodimeric phloroglucinyl pyrone arzanol (1a) from Helichrysum italicum subsp. microphyllum, several new phenolics as well as an unusual class of lipids named santinols (5a-c, 6-8) have been characterized. Santinols are angeloylated glycerides characterized by the presence of branched acyl- or keto-acyl chains and represent a hitherto unreported class of plant lipids. The antibacterial activity of arzanol and of a selection of Helichrysum phenolics that includes coumarates, benzofurans, pyrones, and heterodimeric phloroglucinols was evaluated, showing that only the heterodimers showed potent antibacterial action against multidrug-resistant Staphylococcus aureus isolates. These observations validate the topical use of Helichrysum extracts to prevent wound infections, a practice firmly established in the traditional medicine of the Mediterranean area.

  DOI：

  10.1021/np3007149